CN110891879B - Method for storing 1,1,1,2,3, 3-hexafluoropropane and container for storing same - Google Patents
Method for storing 1,1,1,2,3, 3-hexafluoropropane and container for storing same Download PDFInfo
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- CN110891879B CN110891879B CN201880047215.5A CN201880047215A CN110891879B CN 110891879 B CN110891879 B CN 110891879B CN 201880047215 A CN201880047215 A CN 201880047215A CN 110891879 B CN110891879 B CN 110891879B
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D90/00—Component parts, details or accessories for large containers
- B65D90/02—Wall construction
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C1/00—Pressure vessels, e.g. gas cylinder, gas tank, replaceable cartridge
- F17C1/14—Pressure vessels, e.g. gas cylinder, gas tank, replaceable cartridge constructed of aluminium; constructed of non-magnetic steel
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C13/00—Details of vessels or of the filling or discharging of vessels
- F17C13/002—Details of vessels or of the filling or discharging of vessels for vessels under pressure
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C2203/00—Vessel construction, in particular walls or details thereof
- F17C2203/06—Materials for walls or layers thereof; Properties or structures of walls or their materials
- F17C2203/0602—Wall structures; Special features thereof
- F17C2203/0604—Liners
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C2203/00—Vessel construction, in particular walls or details thereof
- F17C2203/06—Materials for walls or layers thereof; Properties or structures of walls or their materials
- F17C2203/0602—Wall structures; Special features thereof
- F17C2203/0607—Coatings
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C2203/00—Vessel construction, in particular walls or details thereof
- F17C2203/06—Materials for walls or layers thereof; Properties or structures of walls or their materials
- F17C2203/0634—Materials for walls or layers thereof
- F17C2203/0636—Metals
- F17C2203/0639—Steels
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C2203/00—Vessel construction, in particular walls or details thereof
- F17C2203/06—Materials for walls or layers thereof; Properties or structures of walls or their materials
- F17C2203/0634—Materials for walls or layers thereof
- F17C2203/0636—Metals
- F17C2203/0639—Steels
- F17C2203/0641—Non-magnetic steels
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C2203/00—Vessel construction, in particular walls or details thereof
- F17C2203/06—Materials for walls or layers thereof; Properties or structures of walls or their materials
- F17C2203/0634—Materials for walls or layers thereof
- F17C2203/0636—Metals
- F17C2203/0639—Steels
- F17C2203/0643—Stainless steels
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C2203/00—Vessel construction, in particular walls or details thereof
- F17C2203/06—Materials for walls or layers thereof; Properties or structures of walls or their materials
- F17C2203/0634—Materials for walls or layers thereof
- F17C2203/0636—Metals
- F17C2203/0646—Aluminium
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F17—STORING OR DISTRIBUTING GASES OR LIQUIDS
- F17C—VESSELS FOR CONTAINING OR STORING COMPRESSED, LIQUEFIED OR SOLIDIFIED GASES; FIXED-CAPACITY GAS-HOLDERS; FILLING VESSELS WITH, OR DISCHARGING FROM VESSELS, COMPRESSED, LIQUEFIED, OR SOLIDIFIED GASES
- F17C2203/00—Vessel construction, in particular walls or details thereof
- F17C2203/06—Materials for walls or layers thereof; Properties or structures of walls or their materials
- F17C2203/0634—Materials for walls or layers thereof
- F17C2203/0636—Metals
- F17C2203/0648—Alloys or compositions of metals
Abstract
The present invention relates to a process for storing in a closed container a composition comprising 1,1,1,2,3, 3-hexafluoropropane in liquid/gas state consisting of a liquid phase and of a gas phase, characterized in that: i) injecting a stream comprising 1,1,1,2,3, 3-hexafluoropropane into the vessel, said stream having an oxygen concentration of no more than 5000ppm by volume at a temperature of 25 ℃, and ii) closing the vessel after injecting said stream. The invention also relates to a container for storing 1,1,1,2,3, 3-hexafluoropropane.
Description
Technical Field
The present invention relates to a method for storing a compound of the fluoropropane type. In particular, the present invention relates to a method of storing 1,1,1,2,3, 3-hexafluoropropane. The invention also relates to a container for storing a compound of the fluoropropane type, in particular 1,1,1,2,3, 3-hexafluoropropane.
Background
1,1,1,2,3, 3-hexafluoropropane (HFC-236ea) can be used, for example, as a cleaning agent in the semiconductor industry. 1,1,1,2,3, 3-hexafluoropropane (HFC-236ea) is a hydrofluorocarbon and has been described as a starting material for the manufacture of 1,1,1,2, 3-pentafluoropropene or as an intermediate for the manufacture of 1,1,1,2, 3-pentafluoropropane and/or 1,1,1, 2-tetrafluoropropene. Mention may in particular be made of documents US 5679875, US 539600, US 8359964 and US 8389779.
HFC-236ea is stored and transported in closed pressurized containers at ambient temperature. HFC-236ea transported in the closed container is thus in a liquid/gas state consisting of a liquid phase and a gas phase. In addition, HFC-236ea in its liquid/vapor state must remain stable throughout its storage duration to maintain quality suitable for its subsequent use. During this storage duration, the formation of impurities must be minimized.
Disclosure of Invention
The present invention aims to provide a method for stably storing 1,1,1,2,3, 3-hexafluoropropane.
According to a first aspect, the present invention relates to a process for storing a composition comprising 1,1,1,2,3, 3-hexafluoropropane in the liquid/gas state consisting of a liquid phase and a gas phase in a closed container, characterized in that: i) injecting into the vessel a stream comprising 1,1,1,2,3, 3-hexafluoropropane, which stream comprises an oxygen concentration of at most 5000ppm by volume at a temperature of 25 ℃, and ii) closing the vessel after injection of the stream.
According to a preferred embodiment, the oxygen concentration is at most 100ppm by volume at a temperature of 25 ℃.
According to a preferred embodiment, the weight content of compound a comprising a group of formula (I) in the liquid phase after closing the container is less than 5000ppm, based on the total weight of the liquid phase; - [ -C (CX)3)(X)-C(X)2]n- (I) wherein each X is independently selected from H and F, and n is an integer between 2 and 100.
According to a second aspect, the present invention relates to a container for storing 1,1,1,2,3, 3-hexafluoropropane, said container containing a composition comprising 1,1,1,2,3, 3-hexafluoropropane in liquid/gas state consisting of a liquid phase and a gaseous phase, said composition comprising an oxygen concentration in the gaseous phase of at most 5000ppm by volume at a temperature of 25 ℃.
According to a preferred embodiment, the oxygen concentration in the gas phase is at most 100ppm by volume at a temperature of 25 ℃.
According to a preferred embodiment, the weight content of compound a comprising a group of formula (I) in the liquid phase is less than 5000ppm, based on the total weight of the liquid phase; - [ -C (CX)3)(X)-C(X)2]n- (I) wherein each X is independently selected from H and F, and n is an integer between 2 and 100.
According to a preferred embodiment, the container is subjected to a test pressure of between 10 and 100 bar, advantageously between 15 and 70 bar, preferably between 20 and 60 bar, in particular between 40 and 50 bar.
According to a preferred embodiment, the container is made of a material selected from carbon steel, stainless steel, manganese steel, chromium/molybdenum steel or aluminium alloys.
According to a preferred embodiment, the container comprises an inner surface in contact with said composition, said inner surface being at least partially covered with a coating comprising zinc or with a resin of polyether or polyol type.
According to a preferred embodiment, the composition comprises at least 98% by weight of 1,1,1,2,3, 3-hexafluoropropane, based on the total weight of the composition.
Detailed Description
According to a first aspect of the present invention, there is provided a method of storing a composition comprising 1,1,1,2,3, 3-hexafluoropropane. The composition comprising 1,1,1,2,3, 3-hexafluoropropane is in a liquid/gas state, that is to say consists of a liquid phase and a gas phase. The present method allows the composition to be stored in a closed container. Preferably, the container comprises at least one valve for filling or emptying the container.
Preferably, the process comprises a stage of injecting a stream comprising 1,1,1,2,3, 3-hexafluoropropane into said vessel. Preferably, at a temperature of 25 ℃, the stream comprises an oxygen concentration of at most 5000ppm by volume.
Preferably, the oxygen concentration is at most 4000ppm by volume at a temperature of 25 ℃, more preferably at most 3000ppm by volume, in particular at most 2000ppm by volume, more in particular at most 1000ppm by volume, advantageously at most 500ppm by volume, advantageously at most 250ppm by volume, preferably at most 100ppm by volume, more preferably at most 50ppm by volume, particularly advantageously at most 10ppm by volume at a temperature of 25 ℃.
According to a preferred embodiment, after closing the container, comprises the formula [ -C (CX)3)(X)-C(X)2]nThe weight content of compound A of the group (I) in the liquid phase is less than 5000ppm, based on the total weight of the liquid phaseWherein each X is independently selected from H and F, and n is an integer between 2 and 100. Preferably, the weight content of compound a in the liquid phase is determined by taking a sample of the condensed composition at a temperature of 5 ℃.
Advantageously, the content by weight of compound a comprising a group of formula (I) in the liquid phase is less than 4000ppm, preferably less than 3000ppm, more preferably less than 2000ppm, in particular less than 1000ppm, more in particular less than 800ppm, advantageously less than 600ppm, more advantageously less than 400ppm, preferably advantageously less than 200ppm, particularly advantageously less than 100ppm, based on the total weight of the liquid phase. Limiting compound a to the content shown above according to the present invention makes it possible to maintain the high purity of the 1,1,1,2,3, 3-hexafluoropropane composition even after storage for several days. This represents a very particular advantage for the subsequent use of 1,1,1,2,3, 3-hexafluoropropane.
Preferably, compound a comprises a group of formula (Ia), (Ib), (Ic), (Id), (Ie), (If) and/or (Ig) as described below:
-[-C(CF3)(F)-C(F)2]n- (Ia)
-[-C(CF3)(F)-C(H)2]n- (Ib)
-[-C(CF3)(H)-C(F)(H)]n- (Ic)
-[-C(CF3)(H)-C(H)2]n- (Id)
-[-C(CF3)(H)-C(F)2]n- (Ie)
-[-C(CF3)(F)-C(F)(H)]n- (If)
-[-C(CHF2)(F)-C(F)2]n- (Ig)
preferably, compound a comprises a group of formula (Ih):
-[[C(CF3)(F)-C(F)2]n]m-[[C(CF3)(F)-C(H)2]n]o-[[C(CF3)(H)-C(F)(H)]n]p-[[C(CF3)(H)-C(H)2]n]q-[[C(CF3)(H)-C(F)2]n]r-[[C(CF3)(F)-C(F)(H)]n]s-[[C(CHF2)(F)-C(F)2]n]t- (Ih) wherein m, o, p, q, r, s and t are independently integers of 0 to 100, with the proviso that at least two of m, o, p, q, r, s and t are not 0. Preferably, m, o, p, q, r, s and t are independently integers from 0 to 80, more preferably from 0 to 60, especially from 0 to 40, more especially from 0 to 20. In particular, m, o, p, q, r, s and t are independently 0, 1,2,3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19 or 20.
Preferably, n is a number between 2 and 80. More preferably, n is a number between 2 and 60. In particular, n is an integer between 2 and 40. More particularly, n is an integer between 5 and 20. Advantageously, n is an integer between 5 and 10. Thus, n may be 2,3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, or 20.
The composition may further comprise one or more polymerization inhibitors, for example selected from the group consisting of p-methoxyphenol, t-amylphenol, limonene, d, 1-limonene, quinones, hydroquinones, epoxides, amines and mixtures thereof; preferably, the polymerization inhibitor is p-methoxyphenol or t-amylphenol. Preferably, the polymerization inhibitor is present in an amount of 50 to 1000ppm by weight, in particular 100 to 500ppm by weight, based on the total weight of the composition.
According to a preferred embodiment, said stream may comprise the formula CX3-CX=CX2The compound of (II), wherein X is independently selected from H or F. Preferably, the compound of formula (II) has the formula CF3CF=CF2、CF3CF=CH2、CF3CH=CHF、CF3CH=CH2、CF3CF=CHF、CF3CH=CF2Or CHF2CF=CF2。
According to a second aspect of the present invention, there is provided a container for storing 1,1,1,2,3, 3-hexafluoropropane. The container contains 1,1,1,2,3, 3-hexafluoropropane in a liquid/gas state consisting of a liquid phase and a gas phase. Preferably, the oxygen concentration in the gas phase is at most 5000pppm by volume at a temperature of 25 ℃. Accordingly, a second aspect of the present invention relates to a container (receptacle), i.e. a container, comprising a1, 1,1,2,3, 3-hexafluoropropane composition. As described in this patent application, the container is defined by its resistance (resistance) to the material that is tested and/or formed into the container. The vessel further comprises at least one valve which allows the introduction and/or removal of 1,1,1,2,3, 3-hexafluoropropane therefrom.
Preferably, the oxygen concentration in the gas phase is at most 4000ppm by volume at a temperature of 25 ℃, more preferably at most 3000ppm by volume, in particular at most 2000ppm by volume, more in particular at most 1000ppm by volume, advantageously at most 500ppm by volume, advantageously at most 250ppm by volume, preferably at most 100ppm by volume, more preferably at most 50ppm by volume, particularly advantageously at most 10ppm by volume at a temperature of 25 ℃.
According to a preferred embodiment, the weight content of compound a comprising a group of formula (I) in the liquid phase is less than 5000ppm, based on the total weight of the liquid phase;
-[-C(CX3)(X)-C(X)2]n- (I) wherein each X is independently selected from H and F, and n is an integer between 2 and 100.
Advantageously, the content by weight of compound a comprising a group of formula (I) in the liquid phase is less than 4000ppm, preferably less than 3000ppm, more preferably less than 2000ppm, in particular less than 1000ppm, more in particular less than 800ppm, advantageously less than 600ppm, more advantageously less than 400ppm, preferably advantageously less than 200ppm, particularly advantageously less than 100ppm, based on the total weight of the liquid phase. Preferably, the weight content of compound a in the liquid phase is determined by taking a sample of the condensed composition at said temperature of 5 ℃.
Preferably, compound a comprises a group of formula (Ia), (Ib), (Ic), (Id), (Ie), (If) and/or (Ig) or (Ih) as described above.
According to a preferred embodiment, the formula CX may be present in the container3-CX=CX2The compound of (II), wherein X is independently selected from H or F, that is to say is present in the gas phase or in the liquid phase or both. Preferably, the compound of formula (II) has the formula CF3CF=CF2、CF3CF=CH2、CF3CH=CHF、CF3CH=CH2、CF3CF=CHF、CF3CH=CF2Or CHF2CF=CF2。
According to a preferred embodiment, the container comprises a solid residue comprising at least one group of formulae (Ia) to (Ig) or (Ih) as described above in a weight content of less than 300 ppm. Preferably, said content of solid residues is less than 200ppm, more preferably less than 100ppm, in particular less than 50ppm, with respect to the total weight of the composition contained in the container. Limiting the solid residue to the content indicated above makes it possible to ensure good use of the container by specifically preventing clogging of one or more valves of the container.
According to a preferred embodiment, the container is subjected to a test pressure of between 10 and 100 bar, advantageously between 15 and 70 bar, preferably between 20 and 60 bar, in particular between 40 and 50 bar.
According to a preferred embodiment, the container is made of a material selected from carbon steel, stainless steel, manganese steel, chromium/molybdenum steel or aluminium alloys.
According to a preferred embodiment, the container comprises an inner surface in contact with said composition, said inner surface being at least partially covered with a coating comprising zinc or with a resin of polyether or polyol type.
Resins of the polyether or polyol type can be obtained from monomers comprising ethylene oxide or phenolic functions. Preferably, the resins of the polyether or polyol type are obtained from monomers comprising siloxane (siloxirane) units. In particular, resins of the polyether or polyol type are obtained from monomers comprising siloxane units of formula (III):
wherein R is1And R2Independently of one another and for each unit n and m are groups of the following type: c6-C18Aryl radical, C1-C20Alkyl radical, C3-C20Cycloalkyl radical, C3-C20Cycloalkenyl radical, C2-C20Alkenyl of the formula R3-C(O)-R4Carbonyl of the formula R3-C(O)-O-R4Ester of (A), R3-O-R4An ether of (a); formula R3-N-R4Amine of (A) R2May also be of the formula R3An aldehyde group of-C (O) -H; r3And R4Independently of one another, from C6-C18Aryl radical, C1-C20Alkyl radical, C3-C20Cycloalkyl radical, C3-C20Cycloalkenyl or C2-C20An alkenyl group;
v is an integer from 1 to 30, advantageously from 1 to 20, preferably from 5 to 10; and is
For R1And R2V is independently an integer from 1 to 30, advantageously from 1 to 20, preferably from 5 to 10. According to another preferred embodiment, the resin of polyether or polyol type is obtained from the condensation product of compound A1 with compound B1, compound A1 being a substituted or unsubstituted phenolic compound and compound B1 being of formula R1C(O)R2Wherein R is1And R2Independently of one another is hydrogen, C1-C20Alkyl radical, C6-C20Aryl radical, C3-C20Cycloalkyl or C2-C20An alkenyl group. Preferably, compound A1 is phenol C6H5OH and compound B1 is formaldehyde.
According to a preferred embodiment, at least 90% of the inner surface in contact with the composition is covered with the resin of the polyether or polyol type, advantageously at least 95% of the inner surface in contact with the composition is covered with the resin of the polyether or polyol type, preferably at least 98% of the inner surface in contact with the composition is covered with the resin of the polyether or polyol type, in particular at least 99% of the inner surface in contact with the composition is covered with the resin of the polyether or polyol type, more in particular the entire inner surface of the receptacle in contact with the composition is covered with the resin of the polyether or polyol type.
The term "alkyl" denotes a monovalent group derived from a straight or branched chain alkane containing 1 to 20 carbon atoms. The term "cycloalkyl" denotes a monovalent group derived from a cycloalkane containing from 3 to 20 carbon atoms. The term "aryl" denotes a monovalent group derived from an aromatic hydrocarbon containing from 6 to 18 carbon atoms. The term "alkenyl" denotes a monovalent group having 2 to 20 carbon atoms and at least one carbon-carbon double bond. The term "halogen" refers to the group-F, -Cl, -Br or-I. The term "cycloalkenyl" refers to a monovalent group derived from a cyclic olefin containing from 3 to 20 carbon atoms. C1-C20Alkyl radical, C2-C20Alkenyl radical, C2-C20Alkynyl, C3-C20Cycloalkyl radical, C3-C20Cycloalkenyl radical and C6-C18The aryl group may be substituted by one or more of-OH, halogen, -NRaC(O)Rb、-C(O)NRaRb、-NRaRb、-ORa、-CO2Ra、-OC(O)ORa、-OC(O)Ra-C (O) H or-C (O) RaThe substituents being substituted or unsubstituted, wherein RaAnd RbIndependently of one another, hydrogen, unsubstituted C1-C20Alkyl, unsubstituted C2-C20Alkenyl, unsubstituted C3-C20Cycloalkyl, unsubstituted C3-C20Cycloalkenyl or unsubstituted C6-C18And (4) an aryl group. in-NRaRbIn the substituent, RaAnd RbMay form, together with the nitrogen atom to which they are attached, a 5-to 10-membered heterocyclic ring which may be saturated or unsaturated, aromatic or non-aromatic.
According to another preferred embodiment, the resin of polyether or polyol type is obtained from the condensation product of compound A1 with compound B1, compound A1 being a substituted or unsubstituted phenolic compound and compound B1 being of formula R5C(O)R6Wherein R is5And R6Independently of one another is hydrogen, C1-C20Alkyl radical, C6-C20Aryl radical, C3-C20Cycloalkyl or C2-C20An alkenyl group. The substituted phenol compound may be substituted with any of the above-mentioned substituents. Preferably, compound a1 is an unsubstituted phenol. Advantageously, the compound B1 is of the formula R5C(O)R6Wherein R is5And R6Independently of one another is hydrogen, C1-C10Alkyl radical, C6-C10Aryl radical, C3-C10Cycloalkyl or C2-C10An alkenyl group. Preferably, compound B1 is of formula R5C(O)R6Wherein R is5And R6Independently of one another is hydrogen, C1-C5Alkyl radical, C6-C10Aryl radical, C3-C6Cycloalkyl or C2-C5An alkenyl group. In particular, compound B1 is wherein R5And R6Is hydrogen of formula R5C(O)R6The compound of (1).
According to another preferred embodiment, at least 90% of the inner surface in contact with the composition may be covered with a coating comprising zinc, advantageously at least 95% of the inner surface in contact with the composition may be covered with a coating comprising zinc, preferably at least 98% of the inner surface in contact with the composition may be covered with a coating comprising zinc, in particular at least 99% of the inner surface in contact with the composition may be covered with a coating comprising zinc. More particularly, the entire inner surface in contact with the composition contained in the container may be covered with a coating comprising zinc.
Preferably, the coating comprises at least 50% by weight of zinc, based on the total weight of the coating, advantageously at least 70% by weight of zinc, based on the total weight of the coating, preferably at least 90% by weight of zinc, based on the total weight of the coating, more preferably at least 95% by weight of zinc, based on the total weight of the coating, in particular at least 99% of zinc, based on the total weight of the coating, more in particular at least 99.9% of zinc, based on the total weight of the coating.
Alternatively, the coating may be an alloy comprising zinc, preferably less than 50 wt% zinc, based on the total weight of the coating. For example, the coating may be brass. Alternatively, the coating may comprise copper, advantageously at least 60 wt.% copper, based on the total weight of the coating, preferably at least 70 wt.% copper, based on the total weight of the coating, in particular at least 90 wt.% copper, based on the total weight of the coating. Alternatively, a receptacle as described in this patent application may have an inner surface covered with a coating comprising copper or brass instead of zinc, preferably the entire inner surface in contact with the composition.
According to another preferred embodiment, the inner surface of the container is covered with a thermal insulator comprising a polymeric material having closed pores, the polymeric material being represented by formula (III) R2Haloolefin formation of C ═ CRR' and/or containing R of formula (III)2C ═ CRR' haloolefins in which R is independently selected from Cl, F, H and CF3And R' is (CR)2)nY, wherein Y is CF3And n is 0 or 1. Preferably, said halogenated olefin of formula (III) is selected from (E/Z) -1,1,1,4,4, 4-hexafluoro-2-butene, (E/Z) -1-chloro-3, 3, 3-trifluoropropene and (Z/E) -1,3,3, 3-tetrafluoropropene.
According to a preferred embodiment, the composition comprises at least 98% by weight of 1,1,1,2,3, 3-hexafluoropropane, based on the total weight of the composition. Preferably, the composition comprises at least 99 wt.%, in particular at least 99.4 wt.%, of 1,1,1,2,3, 3-hexafluoropropane, based on the total weight of the composition.
Thus, in a second aspect of the invention, the invention provides a combination (assembly) between a container as defined above and a composition comprising 1,1,1,2,3, 3-hexafluoropropane, said composition being contained in said container.
Examples
The container made of carbon steel was filled with a composition comprising 98.2% by weight of 1,1,1,2,3, 3-hexafluoropropane. A defined amount of oxygen is also introduced into the container. The latter was kept at 60 ℃ for 14 days, which is the highest temperature achievable during storage. The contents of the vessel were then discharged and condensed at a temperature of 5 ℃. The liquid and gas phases were then analyzed. The results are shown in table 1 below.
Claims (11)
1. Process for storing a composition comprising 1,1,1,2,3, 3-hexafluoropropane in liquid/gas phase consisting of liquid and gas phase in a closed container, characterized in that: i) injecting a stream comprising 1,1,1,2,3, 3-hexafluoropropane into the vessel, said stream comprising an oxygen concentration of at most 5000ppm by volume at a temperature of 25 ℃, and ii) closing the vessel after injecting said stream,
characterized in that after closing the container, the weight content of compound a comprising a group of formula (I) in the liquid phase is less than 5000ppm, based on the total weight of the liquid phase; - [ -C (CX)3)(X)-C(X)2]n- (I) wherein each X is independently selected from H and F, and n is an integer between 2 and 100.
2. The method of claim 1, wherein the oxygen concentration is at most 100ppm by volume at a temperature of 25 ℃.
3. A container for storing 1,1,1,2,3, 3-hexafluoropropane, which container contains a composition comprising 1,1,1,2,3, 3-hexafluoropropane in a liquid/gas state consisting of a liquid phase and a gaseous phase, which composition comprises an oxygen concentration of at most 5000ppm by volume in the gaseous phase at a temperature of 25 ℃,
characterized in that the weight content of compound A comprising a group of formula (I) in the liquid phase is less than 5000ppm, based on the total weight of the liquid phase;
-[-C(CX3)(X)-C(X)2]n- (I) wherein each X is independently selected from H and F, and n is an integer between 2 and 100.
4. A container according to claim 3, wherein the concentration of oxygen in the gas phase is at most 100ppm by volume at a temperature of 25 ℃.
5. Container according to claim 3 or 4, characterized in that the container is subjected to a test pressure, said test pressure being between 10 and 100 bar.
6. Container as claimed in claim 3 or 4, characterized in that it is made of a material chosen from carbon steel, stainless steel, manganese steel, chromium/molybdenum steel or aluminium alloys.
7. Container according to claim 3 or 4, characterized in that the container comprises an inner surface in contact with the composition, said inner surface being at least partially covered with a coating comprising zinc or with a resin of polyether or polyol type.
8. The container of claim 3 or 4, wherein the composition comprises at least 98 weight percent of 1,1,1,2,3, 3-hexafluoropropane, based on the total weight of the composition.
9. Container according to claim 5, characterized in that the container is subjected to a test pressure, said test pressure being between 15 and 70 bar.
10. A container according to claim 9, characterized in that the container is subjected to a test pressure, said test pressure being between 20 and 60 bar.
11. The container of claim 10, wherein the container is subjected to a test pressure, said test pressure being between 40 and 50 bar.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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FR1756727 | 2017-07-17 | ||
FR1756727A FR3068968B1 (en) | 2017-07-17 | 2017-07-17 | METHOD OF STORING 1,1,1,2,3,3-HEXAFLUOROPROPANE AND CONTAINER TO STORE IT. |
PCT/FR2018/051796 WO2019016457A1 (en) | 2017-07-17 | 2018-07-16 | Method for storing 1,1,1,2,3,3-hexafluoropropane and container for storing same |
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CN110891879A CN110891879A (en) | 2020-03-17 |
CN110891879B true CN110891879B (en) | 2022-03-29 |
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CN201880047215.5A Active CN110891879B (en) | 2017-07-17 | 2018-07-16 | Method for storing 1,1,1,2,3, 3-hexafluoropropane and container for storing same |
Country Status (5)
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US (1) | US11198663B2 (en) |
EP (1) | EP3655383A1 (en) |
CN (1) | CN110891879B (en) |
FR (1) | FR3068968B1 (en) |
WO (1) | WO2019016457A1 (en) |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4442246A (en) * | 1978-06-12 | 1984-04-10 | Scm Corporation | Aqueous coating composition comprising self-emulsifiable ester of epoxy and acid containing addition polymer |
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US539600A (en) | 1895-05-21 | Automatic stud-turning machine | ||
US1858022A (en) * | 1929-05-03 | 1932-05-10 | Dow Chemical Co | Method of preventing the decomposition of carbon tetrachloride and product thereof |
AU664753B2 (en) | 1992-06-05 | 1995-11-30 | Daikin Industries, Ltd. | Processes for producing 1,1,1,2,3-pentafluoropropene and producing -pentafluoropropane |
US5396000A (en) | 1993-05-24 | 1995-03-07 | E. I. Du Pont De Nemours And Company | Process for the manufacture of 1,1,1,2,3,-pentafluoropropane |
KR101558405B1 (en) | 2008-05-30 | 2015-10-19 | 디일 베게테 디펜스 게엠베하 운트 코 카게 | Weapon system with caseless munition |
JP5401642B2 (en) * | 2009-03-27 | 2014-01-29 | サンデン株式会社 | Refrigeration circuit forming member |
FR2948362B1 (en) | 2009-07-23 | 2012-03-23 | Arkema France | PROCESS FOR THE PREPARATION OF FLUORINATED COMPOUNDS |
CN104245644A (en) * | 2012-04-27 | 2014-12-24 | 旭硝子株式会社 | Method for preservation of tetrafluoropropene and container for preservation of tetrafluoropropene |
-
2017
- 2017-07-17 FR FR1756727A patent/FR3068968B1/en active Active
-
2018
- 2018-07-16 CN CN201880047215.5A patent/CN110891879B/en active Active
- 2018-07-16 US US16/625,811 patent/US11198663B2/en active Active
- 2018-07-16 WO PCT/FR2018/051796 patent/WO2019016457A1/en unknown
- 2018-07-16 EP EP18773790.3A patent/EP3655383A1/en active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
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US4442246A (en) * | 1978-06-12 | 1984-04-10 | Scm Corporation | Aqueous coating composition comprising self-emulsifiable ester of epoxy and acid containing addition polymer |
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FR3068968A1 (en) | 2019-01-18 |
EP3655383A1 (en) | 2020-05-27 |
WO2019016457A1 (en) | 2019-01-24 |
US11198663B2 (en) | 2021-12-14 |
FR3068968B1 (en) | 2019-08-16 |
CN110891879A (en) | 2020-03-17 |
US20210156518A1 (en) | 2021-05-27 |
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